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Precise Positioning of Chiral Building Blocks in Monodisperse, Sequence-Defined Polyamides

Authors

  • Simone Mosca,

    1. Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Arnimallee 22, 14195 Berlin, Germany
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  • Felix Wojcik,

    1. Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Arnimallee 22, 14195 Berlin, Germany
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  • Laura Hartmann

    Corresponding author
    1. Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Arnimallee 22, 14195 Berlin, Germany
    • Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Arnimallee 22, 14195 Berlin, Germany.
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Abstract

The synthesis of monodisperse polymers with a defined monomer sequence is a new challenge in polymer chemistry. Recently, we introduced a novel synthetic strategy towards monodisperse, sequence-defined poly(amidoamine)s based on the stepwise assembly of diamine and diacid building blocks on a solid support. Here we introduce the first chiral building block suitable for the automated poly(amidoamine) synthesis. The synthetic strategy utilizes natural amino acids as starting materials, thus providing a variety of chiral building blocks with different functionalities in the side chain. As a first chiral monomer, L-alanine is transformed into a mono Fmoc-protected diamine building block and successfully introduced into poly(amide) segments.

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